Organolithium reagent

An organolithium reagent contains a carbon–lithium interaction with substantial carbanionic carbon reactivity. Such reagents can act as bases or nucleophiles, and their solution aggregation affects both roles.

The lithium salt of an N-deprotonated enamine, stabilized by conjugation and often by aggregation.

An organolithium reagent used as a strong base and carbon nucleophile.

Organolithium aggregation associates multiple organolithium or related lithium-anion units, often through bridging donor atoms. Strong donor solvents can change aggregate structure without necessarily making only monomers.